
Vacation rentals in Wailea
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wailea vacation rentals
Other great vacation rentals in Wailea
Guest favourite

Condo in Wailuku
4.99 out of 5 average rating, 94 reviewsCoastal Dream Oceanfront Condo!
Guest favourite

Condo in Wailea
4.92 out of 5 average rating, 85 reviewsOceanfront Maui Ohana: Best Beach & Wow Sunsets
Guest favourite

Condo in Wailea
4.96 out of 5 average rating, 74 reviewsGem near Keawakapu Beach - Privacy and Ocean Views
Guest favourite

Condo in Wailea
4.92 out of 5 average rating, 48 reviewsStunning Wailea 2/2, AC, Upper Fl , walk to beach
Top guest favourite

Home in Kihei
5 out of 5 average rating, 16 reviewsBeautiful Beachfront Townhouse !
Top guest favourite

Condo in Wailea
5 out of 5 average rating, 54 reviewsAmazing Ocean Views at Wailea Ekolu Village!
Guest favourite

Apartment in Wailea
5 out of 5 average rating, 41 reviewsFully Remodeled Elegance in Wailea 2 Bed 2 Bath
Guest favourite

Condo in Wailea
4.95 out of 5 average rating, 43 reviewsAloha Moon - The Honeymoon Hideaway
Quick stats about vacation rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
50K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
Destinations to explore
- Rentals with a sauna Wailea
- House rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Condo rentals Wailea
- Rentals with pools Wailea
- Pet-friendly rentals Wailea
- Beach condo rentals Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with a washer and dryer Wailea
- Hotel rentals Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Family-friendly rentals Wailea
- Apartment rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Waterfront rentals Wailea
- Serviced apartment rentals Wailea
- Villa rentals Wailea
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses